ORIGINAL: JPMacG
Tail dragers handle rough fields and tall grass better. Trikes are difficult to handle on our rough field.
Bingo! That's my main reason. I've converted a few trikes to tail-draggers because I HATE trying to keep a nose gear aligned after a season of smacking rough sod and washboard ruts at our grass strip. A tail dragger also has about 1/3 less drag from the large wheels (two instead of three). More-so with skis, as mentioned above. A trike ski tends to either fall in a hole or lift up and catch the prop (bad for ski and prop!)
Tail-draggers just look better IMHO. Personal taste.